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Safety Information

D90008

Sigma-Aldrich

Diethyl azodicarboxylate

Synonym(s):

DEAD

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About This Item

Linear Formula:
C2H5OCON=NCOOC2H5
CAS Number:
Molecular Weight:
174.15
Beilstein:
908662
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:

form

liquid

impurities

<3% dichloromethane

refractive index

n20/D 1.43 (lit.)

bp

106 °C/13 mmHg (lit.)

density

1.106 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)\N=N\C(=O)OCC

InChI

1S/C6H10N2O4/c1-3-11-5(9)7-8-6(10)12-4-2/h3-4H2,1-2H3/b8-7+

InChI key

FAMRKDQNMBBFBR-BQYQJAHWSA-N

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Application

Reagent used in Mitsunobu and Diels-Alder reactions, as well as in allylic amination of alkenes.

Pictograms

Exploding BombExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Inhalation - Expl. 1.1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

1 - Explosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Regulatory Information

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The Journal of Organic Chemistry, 58, 5261-5261 (1993)
F K Brown et al.
Journal of medicinal chemistry, 37(5), 674-688 (1994-03-04)
Systematic modification of the presumed P1 side chain in a series of (carboxyalkyl)amino-based inhibitors of matrix metalloproteinases enabled identification of the 2-(1,3-dihydro-1,3-dioxo-2H-benz[f]isoindol-2-yl)ethyl group as a preferred substituent imparting potent inhibition of the enzymes collagenase and gelatinase. It was subsequently found
The Journal of Organic Chemistry, 58, 4979-4979 (1993)
Jetze Visser et al.
Nature communications, 6, 6933-6933 (2015-04-29)
Despite intensive research, hydrogels currently available for tissue repair in the musculoskeletal system are unable to meet the mechanical, as well as the biological, requirements for successful outcomes. Here we reinforce soft hydrogels with highly organized, high-porosity microfibre networks that
Adrian Egli et al.
The Journal of infectious diseases, 210(5), 717-727 (2014-03-13)
Feedback mechanisms between interferons α and λ (IFNs) may be affected by single nucleotide polymorphisms (SNP) in interleukin 28B (IL-28B; IFN-λ3) promoter region and may influence cytomegalovirus (CMV) replication. We associated IL-28B SNPs with the risk of CMV replication after

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